Infrared absorber dyes

- Eastman Kodak Company

A photographic element having a light sensitive layer and containing a dye of the formula (I): ##STR1## wherein: X.sub.1 and X.sub.2 each independently represents the atoms necessary to complete a 5- or 6-membered heterocyclic nucleus;X.sub.3 represents the atoms necessary to form a 5- or 6-membered ring structure, which may be substituted;R.sub.1 and R.sub.2 each independently represents a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group;R.sub.3 represents H, a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group;r and s independently are 0 or 1; andW represents one or more counterions as needed to balance the charge of the molecule.

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Claims

1. A photographic element having a light sensitive layer and which element contains a dye of the formula (I): ##STR9## wherein: X.sub.1 and X.sub.2 each independently represents the atoms necessary to complete a 5- or 6-membered heterocyclic nucleus;

X.sub.3 represents the atoms necessary to form a 5- or 6- membered ring structure, which may be substituted;
R.sub.1 and R.sub.2 each independently represents a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group;
R.sub.3 represents H, a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group;
r and s independently are 0 or 1; and
W represents one or more counterions as needed to balance the charge of the molecule;

2. A photographic element according to claim 1, wherein the dye of formula (I) is of formula (Ia): ##STR10## wherein: Z.sub.1 and Z.sub.2 each independently represents the atoms necessary to form a substituted or unsubstituted benzene group, a substituted or unsubstituted naphthalene group or a heteroaromatic group;

Z.sub.3 represents the atoms necessary to form a 5- or 6-membered ring structure, which may be substituted;
R.sub.1 and R.sub.2 each independently represents a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group;
R.sub.3 is H a substituted or unsubstituted alkyl group or substituted or a unsubstituted aryl group;
Q.sub.1 and Q.sub.2 each independently represents O, S, --N(R.sub.4) or --C(R.sub.5).sub.2 where R.sub.4 and R.sub.5 are independently a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group, and
W represents one or more counterions as needed to balance the charge of the molecule.

3. A photographic element according to claim 2, comprising a film support having on one side thereof a light sensitive layer and on the opposite side thereof a light insensitive layer containing a dye of formula (Ia).

4. A photographic element according to claim 1, wherein the dye of formula (I) is of formula (Ib): ##STR11## wherein: Z.sub.1 and Z.sub.2 each independently represents the atoms necessary to form a substituted or unsubstituted benzene group or a substituted or unsubstituted naphthalene group;

R.sub.1 and R.sub.2 each independently represents a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group;
R.sub.6, R.sub.7, R.sub.8 each independently represent H, substituted or unsubstituted alkyl or substituted or unsubstituted aryl; and
Q.sub.1 and Q.sub.2 independently represent O, S, NR.sub.4 or --C(R.sub.5).sub.2 where R.sub.4 and R.sub.5 are independently a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group, and
W represents one or more counterions as necessary to balance the charge of the dye.

5. A photographic element according to claim 4, wherein each of Z.sub.1 and Z.sub.2 is a substituted or unsubstituted benzene group.

6. A photographic element according to claim 4, wherein each of Z.sub.1 and Z.sub.2 is a substituted or unsubstituted naphthalene group.

7. A photographic element according to claim 6, wherein each naphthalene group is substituted with at least one acid group.

8. A photographic element according to claim 7, wherein each naphthalene group is substituted with at least one sulfo group.

9. A photographic element according to claim 4, wherein each of R.sub.1 and R.sub.2 comprises an acid group.

10. A photographic element according to claim 9, wherein each of R.sub.1 and R.sub.2 comprises a sulfo group.

11. A photographic element according to claim 10, wherein each of R.sub.1 and R.sub.2 is a sulfoalkyl group.

12. A photographic element according to claim 4, wherein each of R.sub.6 and R.sub.7 represents an alkyl group.

13. A photographic element according to claim 12, wherein each of R.sub.3 and R.sub.4 is a methyl group.

14. A photographic element according to claim 13, wherein each R.sub.8 is H.

15. A photographic element according to claim 4, wherein the dye has the formula: ##STR12##

16. A photographic element according to claim 4, comprising a film support having on one side thereof a light sensitive layer and on the opposite side thereof a light insensitive layer containing a dye of formula (Ib).

17. A photographic element according to claim 1, comprising a film support having on one side thereof a light sensitive layer and on the opposite side thereof a light insensitive layer containing a dye of formula (I).

18. A photographic element according to claim 1, wherein the dye contains at least 4 acid groups selected from sulfo, phosphato, and phosphono.

19. A photographic element according to claim 1, wherein W is a monovalent cation.

20. A photographic element according to claim 1, wherein W is sodium, potassium, p-toluene sulfonate or hydrotriethylammonium.

Referenced Cited
U.S. Patent Documents
4975362 December 4, 1990 Parton et al.
5260178 November 9, 1993 Harada et al.
Foreign Patent Documents
0 703 494 March 1996 EPX
01/266536 October 1989 JPX
03/039947 February 1991 JPX
03/138640 June 1991 JPX
03177833 August 1991 JPX
03/211542 September 1991 JPX
04/070741 March 1992 JPX
05/303165 November 1993 JPX
06/011793 January 1994 JPX
08/015821 January 1996 JPX
Patent History
Patent number: 5783377
Type: Grant
Filed: Sep 4, 1996
Date of Patent: Jul 21, 1998
Assignee: Eastman Kodak Company (Rochester, NY)
Inventors: John David Mee (Rochester, NY), Colin James Gray (Harrow)
Primary Examiner: Janet C. Baxter
Attorney: Edith A. Rice
Application Number: 8/708,861